UNIT- IV
DI-PHENYLMETHANE
Synthesis:
1. By Friedel crafts synthesis:
CH2Cl
AlCl3 H2
+ C
Benyl chloride Benzene Diphenyl methane
2 AlCl3 H2
+ CH2Cl2 C
Dichloromethane
Benzene Diphenyl methane
2. From benzophenone:
O
HI/P H2
C heat C
Benzophenone Diphenyl methane
Chemical reactions:
1. Oxidation:
O
H2 K2Cr2O7
C H2SO4 C
Diphenyl methane Benzophenone
2. Reduction:
H2 red-hot
C
Diphenyl methane Fluorene
3. Nitration:
H2 HNO3 H2
C H2SO4 C NO2
Diphenyl methane Nitro-diphenyl methane
4. Bromination:
Br
H2 Br2
C CH
Diphenyl methane Diphenyl methyl bromide
Structure:
1. It is a solid polycyclic aromatic hydrocarbon (PAH) compound.
2. It is a white solid
3. It is consisting of two isolated benzene rings.
4. Molecular of formula C13H12
5. Molecular weight 168.234 gm/mole
6. IUPAC name 1,1'-Methylenedibenzene
7. Hybridization of C is sp2 & sp3
Medicinal Uses:
1. Used as antispasmodic
2. Used as antiulcer agent
3. Used as antihistamine
4. Used as antianxiety
5. Used as synthetic steroid
Derivatives of diphenylmethane:
O OH
C CH
Benzophenone Benzhydrol